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http://dx.doi.org/10.5012/bkcs.2013.34.3.868

Synthesis of Novel 2'-Spirocyclopropanoid 4'-Deoxythreosyl Phosphonic Acid Nucleoside Analogues  

Shen, Guang Huan (BK-21 Project Team, College of Pharmacy, Chosun University)
Hong, Joon Hee (BK-21 Project Team, College of Pharmacy, Chosun University)
Publication Information
Bulletin of the Korean Chemical Society / v.34, no.3, 2013 , pp. 868-874 More about this Journal
Abstract
Efficient synthetic route to novel 2'-spirocyclopropanoid 4'-deoxythreosyl phosphonic acid nucleosides was described from 1,4-dihydroxy-2-butene. Cyclopropane moiety was prepared via ester enolate alkylation using (2-chloroethyl)dimethylsulfonium iodide. Synthesized nucleoside analogues 16, 19, 23 and 26 were tested for anti-HIV activity as well as cytotoxicity. However, none of them showed any anti-HIV activity or cytotoxicity up to 100 ${\mu}M$.
Keywords
Antiviral agent; Spironucleoside; Deoxythreosyl nucleoside; Phosphonic acid nucleoside;
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